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Beach Rentals and Apartments in Kailua, HI

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    From
    $195
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    1 Bedroom, 1 Bathroom, Sleeps 2
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    Studio, 1 Bathroom, Sleeps 2
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    1 / 21
    5 of 5 stars (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 5
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    About this property
    Attractive, ground floor, 2 bedroom unit with living room and private entry. On the island Oahu, you'll find comfort, relaxation here while on vacation. 6-8 minute walk away awaits you to world famous Kailua Beach, The busy night life of Waikiki is a short 20 minute drive. Tradewind Bungalow is the... View all property information
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    Kailua, Oahu 96734
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    $3,325
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Satellite TV
    • Watersports Nearby
    • DVD Player
    • Wi-Fi
    • Waterfront
    • Ocean Views
    • Mountain Views
    • Water Views
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Elder access
    • x
    • x
    About this property
    Ocean Front House, 2 Bdrm/2 Bath + Ohana Room, Sleeps 4-6. Great outdoor spaces. Honu Hale Lanikai (Honu means turtle, Hale means house) is a simple and comfortable two bedroom oceanfront vacation home in beautiful Lanikai on the island of Oahu. It has one bedroom/one bath in the main house and a... View all property information
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    Kailua, Oahu 96734
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    1 / 33
    3 Bedrooms, 2 Bathrooms, Sleeps 8
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    • Refrigerator
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    • Gym
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    About this property
    MINIMUM REQUIREMENTS APPLY. INQUIRE FOR DETAILS. BRAND NEW LANIAKI vacation rental! 3br/2ba The charming beach cottage has two separate dwellings on property that are rented together to provide 3 bedrooms and 2 baths. The main house is 2br/1 bath main house; the studio is a 1br/1ba unit with its... View all property information
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    Location Information
    Kailua, Oahu 96734
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    $120
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    1 Bedroom, 1 Bathroom, Sleeps 2
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    • Patio
    • TV
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    • Wi-Fi
    • Secure Parking
    • Outdoor Dining Area
    • Refrigerator
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Cute Bungalow! 2 1/2 blocks from beautiful Kailua Beach. Cool AC. King size bed. Kitchenette for cooking with all you need to make meals and eat at home to save $ . Nestled in a private lane and just a 10 min walk to the beach. This is a stand alone unit, so you have the place to yourself. Our... View all property information
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    Kailua, Oahu 96734
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    $900
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    5 Bedrooms, 3 Bathrooms, Sleeps 10
    other traveler has booked this property
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    • Mountain Views
    • Air Conditioning
    • Waterfront
    • Ocean Views
    • Private Outdoor...
    • Hot Tub
    • Wi-Fi
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Breath-taking views . . . luxurious details . . . This is Shangri-La by the Sea. Leave your worries behind as you step into this magical home. Nourish your soul as the waves break just outside your door. Rejuvenate your mind, and cherish friends and family as you settle into this luxurious,... View all property information
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    Location Information
    Kailua, Oahu 96734
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    1 / 31
    6 Bedrooms, 3 Bathrooms, Sleeps 14
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    • Washer
    • Air Conditioning
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Private Outdoor...
    • Stereo System
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    MINIMUM REQUIREMENTS APPLY. INQUIRE FOR DETAILS. One-of-a-kind beachside home on an exclusive street in Kailua. Perfect for a large family with kids or two families to share. Single level architect-designed home was completely rebuilt and renovated in 2007 with the highest quality tropical... View all property information
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    Location Information
    Kailua, Oahu 96734
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    $120
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    1 Bedroom, 1 Bathroom, Sleeps 5
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    • Watersports Nearby
    • Air Conditioning
    • TV
    • There Are Tennis...
    • Housekeeping...
    • Pool Table
    • Wi-Fi
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • x
    About this property
    Holiday Palms is a newly remodeled, 600 sq ft, one bedroom private cottage, steps from beautiful Kailua Beach. Tucked away amid tropical palm trees, with your own shady patio and private gated entrance. A very quiet and private location with your own dedicated off street parking area for 2 or more... View all property information
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    Location Information
    Kailua, Oahu 96734
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    From
    $145
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    1 Bedroom, 1 Bathroom, Sleeps 2
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    • Grill
    • Wi-Fi
    • TV
    • Air Conditioning
    • DVD Player
    • Deck
    • Refrigerator
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Located in a lovely beachside town, Kailua By The Sea is a second floor detached studio with a private entrance and lanai (balcony). The room is designed for relaxing and getting into an aloha-zen state of mind. A five-minute stroll around the corner (200 yards) takes you to our secluded beach... View all property information
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    Location Information
    Kailua, Oahu 96734
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    $219
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    1 / 24
    5 of 5 stars (4) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3
    other travelers have booked this property
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    Amenities & Details
    • Balcony
    • Refrigerator
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Mountain Views
    • Internet Access
    • Secure Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    LOCATION, LUXURY, PRIVACY, & SECURITY. KAILUA DREAMS-PALI is the PERFECT Blend of Town and Beach Living................... Guests will appreciate the location, luxury, privacy, and security our unit offers. We are conveniently located in a quiet neighborhood halfway between the world famous... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed April 12, 2015
    I know people do not want to overstate their claims about their rental property. These accommodations were over the top!. We had friends who lived in the same side of the...
    5 of 5 stars Reviewed December 18, 2014
    This is a rental apartment with the owners living on property. It is nestled into the quiet, private, safe and non-tourist town of Kailua on the western shore. Sure beats paying...
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    $165
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    1 / 30
    4.5 of 5 stars (3) Very good
    Studio, 1 Bathroom, Sleeps 2
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    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Mountain Views
    • Satellite TV
    • Patio
    • Stereo System
    • Washer
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Footsteps to Hawaii's best beach and a short walk to town, shopping, restaurants, farmers markets and community center for tennis, pool and gym. Ideally located for many ocean sports, hiking and cycling to just about anywhere in this pedestrian and bike friendly beach town. The cottage is fully... View all property information
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    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed April 8, 2015
    This was our first stay in Hawaii. We wanted to be close to Kailua and Lanikai beaches and have easy access to food and shops. Nancy and Rick's cottage was perfect, 5 minutes easy...
    5 of 5 stars Reviewed November 24, 2014
    I highly recomend staying at one of Nancy's cottages in Kailua. The cottage I stayed in was immaculate and had every amenity you could wish for. The owners have created a true...
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    From
    $425
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    4 Bedrooms, 2 Bathrooms, Sleeps 6
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    • TV
    • Deck
    • Wi-Fi
    • Dryer
    • Washer
    • Grill
    • Refrigerator
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    E Komo Mai! (welcome) Your memorable stay starts as you drive down your private lane into the serenity of a tropical outdoor paradise, providing you with the ultimate island vacation location. Staying true to its Hawaiian charm the 3 bedroom 2 bathroom main home and 1 bed 1 bath separate cottage... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $1,200
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    1 / 23
    6 Bedrooms, 4 Bathrooms, Sleeps 19
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    • Internet Access
    • Dishwasher
    • Grill
    • Dryer
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    rivacy and comfort are provided in this luxury Hawaiian/Asian furnished home. This 4000 sq ft. gated property with an 8 ft wall surrounding the perimeter is on a double lot in the heart of Kailua, less than one mile from Kailua/Lanikai beaches and Kailua town. The home and additional villa unit... View all property information
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    Location Information
    Kailua, Oahu
    From
    $285
    / Night
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    4 Bedrooms, 2 Bathrooms, Sleeps 7
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    • There Are Tennis...
    • Washer
    • Private Outdoor...
    • TV
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Boat Available
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This plantation style home is located 2.5 blocks from Kailua beach and 2 blocks to Kailua town. It has been renovated to have open floor plan to provide comfortable living space without compromising it's Hawaiian charm. Bedrooms with A/C, ceiling fans, fully equipped kitchen, Patio with... View all property information
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    Kailua, Oahu 96734
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    $7,000
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    1 / 12
    5 of 5 stars (4) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Amenities & Details
    • Internet Access
    • Housekeeping...
    • Children's Pool
    • Mountain Views
    • Satellite TV
    • Waterfront
    • Watersports Nearby
    • Ocean Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Our home is located DIRECTLY on the Beach. Arguable the BEST BEACH beach, the BEST VIEWS, and on the BEST BEACH ACCESS in Hawaii. WONDERFULLY soft and manicured yard. LOTS of TEAK: lounger chairs, rocking chairs, porch swing, picnic tables, and accessories -THE HOUSE: Our home is tastefully... View all property information
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    Location Information
    Kailua, Oahu 96734 2324
    5 of 5 stars Reviewed May 31, 2015
    Our family got to spend a week in paradise in Dan's home. The view from the lanai is outstanding. Steps to the beach, all the beach and water toys one could ever hope for, perfect...
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    $200
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    Studio, 1 Bathroom, Sleeps 3
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    • Washer
    • Grill
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Stereo System
    • Dryer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Enjoy the secluded breath taking beach from our fully furnished one-bedroom hideaway for groups from 1-3. Relaxed, casual beach home living, just steps away to Lanikai’s heavenly reef-protected waters and natural stretch of white sand beach, with an amazing sunrise and moonrise of one of the... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $126
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    1 / 16
    5 of 5 stars (7) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2
    other travelers have booked this property
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    Amenities & Details
    • Dryer
    • DVD Player
    • Porch
    • Satellite TV
    • Refrigerator
    • Washer
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Come and play at the Beach We are located in a prime residential neighborhood 2 blocks from Kailua Beach Park Entrance as well as downtown. And for those of you traveling without a car, a major bus line is just around the corner. Here you will be surrounded by lush landscaping and find... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed July 13, 2015
    Sabine and Ray were wonderful hosts, extremely nice and accomodating even made sure that my 11 year old son had the best vacation ever. The cottage was very cozy and perfect for...
    5 of 5 stars Reviewed July 7, 2014
    We enjoyed staying in this neat and clean studio apartment. Sabine and Ray were welcoming and have put a lot of thought into providing everything for guests' comfort. We loved...
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    $6,000
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    1 / 24
    7 Bedrooms, 7 Bathrooms, Sleeps 14
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    • Terrace
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Balcony
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Royal Kailua Estate is the crown jewel of Kailua beachfront property. The gated entrance surrounded in lush tropical foliage is a modest inclination of what lies behind. A long pathway of oversized stones met with manicured grass provides the driveway that meanders past the luscious green lawn,... View all property information
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    Location Information
    Kailua, Oahu 96734
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    $139
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    1 / 8
    4 of 5 stars (1) Very good
    Studio, 1 Bathroom, Sleeps 3
    other travelers have booked this property
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Sleep till noon. You'll like the Beach Bungalow at Kailua Guesthouse. This large studio cottage has a California king bed and a queen-size sofa bed. There's a large lanai with park bench and bistro table. Full bath with tub and shower. Complimentary assigned parking on property and laundry... View all property information
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    Location Information
    Kailua, Oahu 96734 6734
    4 of 5 stars Reviewed March 12, 2015
    Location au calme. Le propriétaire a pensé à tout..vous trouverez tout ce dont vous aurez besoin et plus encore.. Accueil sympa, propriétaire discret. Les plages des environs sont...
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    $175
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    1 / 19
    4 of 5 stars (1) Very good
    Studio, 1 Bathroom, Sleeps 3
    other traveler has booked this property
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    • Wi-Fi
    • Patio
    • TV
    • Refrigerator
    • Mountain Views
    • Stove
    • Deck
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Our newly renovated studio is the perfect get-away located in the heart of Kailua. Light-filled and breezy this is the perfect space for one or a couple, just minutes away from the beach by foot or bike. Kailua Seahorse Studio is PERFECT. It's even more beautiful in person than in the pictures.... View all property information
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    Kailua, Oahu 96734
    4 of 5 stars Reviewed April 21, 2015
    This little studio was perfect for our needs. We stayed 4 nights and enjoyed every second! Cindy was accessible by text/call and very knowledgeable about the area, she's able to...
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    $80
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    1 / 9
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2
    other travelers have booked this property
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    • Refrigerator
    • Watersports Nearby
    • Dryer
    • Washer
    • Mountain Views
    • Wi-Fi
    • Waterfront
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Airy and bright bedroom with private bathroom in house with resident owner in Kailua. Backyard faces a canal that empties into ocean. Dock and barge boat for afternoon relaxation. Hiking, windsurfing and ocean sports, lovely beaches, and shopping within 2 miles. Waikiki and airport easy to... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed July 29, 2015
    Georgia T is an excellent host whose hospitality made my stay in Kailua really memorable. As well as the large, en suite room I stayed in, I had access to kitchen, lounge and...
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    From
    $105
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    Studio, 1 Bathroom, Sleeps 2
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    • Refrigerator
    • DVD Player
    • Grill
    • Satellite TV
    • Washer
    • Internet Access
    • Air Conditioning
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Located in Kailua and only minutes away from Kailua beach. Come and enjoy the nicest beaches on Oahu and one of the most beautiful stretches of sand in the world. This private unit is located off the main roads in residential Kailua, part of a family home. The suite is similar to a one-bedroom... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $1,750
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    1 / 26
    5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Overview
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    • DVD Player
    • Internet Access
    • Air Conditioning
    • Hot Tub
    • Waterfront
    • Satellite TV
    • Water Views
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Over the canal, past the boat ramp and round the bend is where you'll find the Ocean's Edge in Lanikai. Just a walk on the beach, afternoon swim or bike ride away! This 5 bedroom, 3.5 bath oceanfront home is set dramatically close to and slightly above the ocean's edge. The living room's picture... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $148
    / Night
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    1 Bedroom, 1 Bathroom, Sleeps 4
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    Overview
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    • Dryer
    • DVD Player
    • Washer
    • Air Conditioning
    • TV
    • Deck
    • Wi-Fi
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The majestically beautiful Koolau mountains, palm trees swaying in the distance, beautiful bougainvillea and other tropical flora plus spectacular sunrises are all yours in this large, airy one-bedroom lower level of a two-story home. Tranquil, and safe, this home is in a quiet residential upscale... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $250
    / Night
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    1 Bedroom, 1 Bathroom, Sleeps 3
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    Overview
    Amenities & Details
    • Boat Available
    • Washer
    • Satellite TV
    • Dryer
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Enjoy a restful respite in this private cozy cottage. We are in Lanikai, across the street from the ocean and the beautiful Mokulua islands. The cottage is a separate building located on the back corner of a 10,000 sq. ft. lot. It is a comfortable roomy self-contained one-bedroom cottage... View all property information
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    Kailua, Oahu 96734
    From
    $135
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    1 / 19
    5 of 5 stars (2) Excellent
    Studio, 1 Bathroom, Sleeps 2
    other travelers have booked this property
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    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Hot Tub
    • Washer
    • Dryer
    • Mountain Views
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Stroll along the white sandy beaches of Lanikai Beach, named one of the top 10 beaches in the world by 2014 Travelers Choice on Trip Advisor! Only a 5 minute drive from our stunning studio. We are situated on a picturesque, family-friendly road with little road noise and traffic. Breathtaking... View all property information
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    Kailua, Oahu 96734
    5 of 5 stars Reviewed May 29, 2015
    This was out first time to Hawaii and we absolutely LOVED Kailua. This studio was perfect for my Husband and I and our 19 month old son. The studio was private although attached...
    5 of 5 stars Reviewed February 23, 2015
    This studio was perfect for my husband and myself. We had most of our meals in the studio, but we did enjoy eating in town at a couple of places. We enjoyed the pool and spa in...
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    $160
    / Night
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    1 Bedroom, 1 Bathroom, Sleeps 2
    other travelers have booked this property
    Overview Make Inquiry
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    Amenities & Details
    • TV
    • Internet Access
    • Air Conditioning
    • Shared Outdoor Pool...
    • There Are Tennis...
    • Watersports Nearby
    • Mountain Views
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Stroll along the white sandy beaches of Lanikai Beach, named one of the top 10 beaches in the world by 2014 Travelers Choice on Trip Advisor! Only a 5 minute drive from our stunning one-bedroom. We are situated on a picturesque, family-friendly road with little road noise and traffic. Breathtaking... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $7,000
    / Night
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    1 / 44
    8 Bedrooms, 9 Bathrooms, Sleeps 16
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    • DVD Player
    • Waterfront
    • Water Views
    • Hot Tub
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Royal Kailua Estate is the crown jewel of Kailua beachfront property. The gated entrance surrounded in lush tropical foliage is a modest inclination of what lies behind. A long pathway of oversized stones met with manicured grass provides the driveway that meanders past the luscious green lawn,... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $3,500
    / Month
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    1 Bedroom, 1 Bathroom, Sleeps 2
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    Overview
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    If you're looking for a perfect spot to call home during your stay in Kailua, you'll love this one bedroom/one bath apartment in walking distance of world-famous Kailua and Lanikai Beaches. This unit, which has just been made available as a monthly vacation rental, is tucked away in a quiet,... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $175
    / Night
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    1 / 18
    5 of 5 stars (3) Excellent
    Studio, 1 Bathroom, Sleeps 4
    other travelers have booked this property
    Overview Reviews (3) Make Inquiry
    Overview Reviews (3)
    Amenities & Details
    • Dryer
    • Air Conditioning
    • Mountain Views
    • Stereo System
    • Patio
    • Washer
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Footsteps to Hawaii's best beach. Newly constructed and fully furnished with all the amenity. It is a short walking distance to Kailua and Lanikai beaches, hiking, shopping, restaurants and fun. View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed August 12, 2015
    Rick and Nancy's cottage is lovely on the inside, newly renovated, perfectly clean, well stocked, w an incredibly comfortable bed. I have back issues and this bed is as comfy as...
    5 of 5 stars Reviewed July 5, 2015
    This space and location worked perfectly for our stay in Kailua. We were there to visit our son and his family. Our adult daughter rented a cottage also, so we had both the Mauka...
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    From
    $290
    / Night
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    3 Bedrooms, 1 Bathroom, Sleeps 6
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    Overview
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Aloha and welcome to this comfortable three bedroom one bath house. There is a large back deck with a hot tub. This vacation home sleeps 6 - 7, it has one new Sealy Posturepedic queen size bed, one new Sealy Posturepedic king and two twin size beds, with a sleeper sofa in the living room. This... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $3,675
    / Week
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    1 / 30
    4.5 of 5 stars (8) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8
    other traveler has booked this property
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    Overview Reviews (8)
    Amenities & Details
    • Private Outdoor...
    • Water Park Nearby
    • Internet Access
    • Satellite TV
    • Stereo System
    • Watersports Nearby
    • There Are Tennis...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Aloha and welcome to your beach house. This charming home has everything you need for your dream vacation. Bring your family and friends to unwind Island-style. Come on in and make yourself comfortable. As soon as you walk through the door the stress of everyday life will melt away. Most of the... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed August 19, 2015
    Our stay was enhanced by the fact that the owners were available if and when there was any problem. I wondered what I would do if there were an emergency, car problems or medical...
    5 of 5 stars Reviewed August 11, 2015
    We have dreamed of going to Hawaii all of our lives and finally had the opportunity to go for our dream trip. I have to say that all of our expectations of Hawaii were filled...
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    From
    $900
    / Night
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    1 / 40
    4 Bedrooms, 4 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This Lanikai oceanfront house is perfect for your vacation. This special beach house enjoys glorious views of the Mokulua islands and beautifully landscaped grounds. Lanikai blue ocean waters beckon for a swim. A perfect setting to relax on the lawn under swaying palms. Romantic garden gazebo as... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $325
    / Night
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    1 / 22
    4.5 of 5 stars (17) Very good
    7 Bedrooms, 2 Bathrooms, Sleeps 8
    other travelers have booked this property
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    Amenities & Details
    • Mountain Views
    • Air Conditioning
    • Washer
    • Grill
    • Staffed Property
    • Wi-Fi
    • Dryer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    A short peaceful 5 minute walk to the stunningly beautiful Kailua Beach will leave you in a state of bliss. Indulge yourself in an array of beach activities including swimming, snorkeling, kayaking, windsurfing and sunbathing as the tropical trade-winds pass by taking your worries with them.... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed August 10, 2015
    We loved staying in this house. My family of 3, my mother, and my sister and one of her kids stayed in this house. It was perfect for cooking meals, and hanging out. The front...
    4 of 5 stars Reviewed May 20, 2015
    Recently stayed at this property with our two kids and our nanny plus her friend. Location is perfect! Walk to a lot of shops and restaurants and to the beach. There is a park...
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    $144
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    1 / 7
    4 of 5 stars (1) Very good
    Studio, 1 Bathroom, Sleeps 3
    other travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    Amenities & Details
    • Linens Provided
    • Wi-Fi
    • Patio
    • TV
    • Air Conditioning
    • Refrigerator
    • Parking
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Hawaii Sheffield House is located only 10 houses to Kailua Beach. The closest beach access is Kaapuni Loop.Sheffield House provides a home away from home for your Kailua Hawaii vacation. The Ginger Studio is a ground floor unit. The Ginger Studio has free off street parking, free extreme hi... View all property information
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    Kailua, Oahu 96734
    4 of 5 stars Reviewed January 31, 2014
    We were surprised just how spacious this studio is and how nice and fresh it is. Lots of storage and it's well equipped. There were a plate of muffins waiting for us as well as...
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    $265
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    1 / 13
    4.5 of 5 stars (15) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    other travelers have booked this property
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    Amenities & Details
    • Satellite TV
    • DVD Player
    • Water Views
    • Stereo System
    • Air Conditioning
    • Shared Outdoor Pool...
    • Internet Access
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Charming and Newly remodeled 2 Bedroom, 2 Bath Villa on private Beachside Estate with swimming pool and jacuzii. Just a short 2 minute walk to Kailua Beach through the park. Sleeps 4. View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed February 26, 2015
    I was visiting on my way back from TN and it was a very nice,quaint,quiet place and right outside a beautiful pool with lush landscaping... The couple that managed the place were...
    3 of 5 stars Reviewed February 18, 2015
    There are three separate rental residences on this property, and we rented all of them so that our family (daughter, her husband and two children, as well as our two adult sons...
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    $695
    / Night
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    1 / 26
    5 of 5 stars (22) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Overview Reviews (22)
    Amenities & Details
    • DVD Player
    • Internet Access
    • Water Views
    • Shared Outdoor Pool...
    • Deck
    • Satellite TV
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This gorgeous, beautifully furnished Ocean View home is a stone's throw from Kailua Beach and sleeps up to 8 comfortably. There is a large, sparkling, fully tiled swimming pool, 2 jacuzzi tubs, central air conditioning, 3 large bedrooms with ocean views, and 4 baths. Dolphin Manor is an... View all property information
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    Kailua, Oahu 96734
    5 of 5 stars Reviewed August 25, 2014
    This is a lovely and comfortable home, just steps from Kailua Beach, that will give any traveler a wonderful taste of Hawaii. We walked the beach every morning, spent time in the...
    5 of 5 stars Reviewed July 7, 2014
    We rented the house for a family vacation and to attend our son's wedding wedding. It was everything we could of wanted. No surprises and in excellent condition. Great location...
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    From
    $1,650
    / Night
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    1 / 22
    4 Bedrooms, 4 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Balcony
    • Air Conditioning
    • Parking
    • Fireplace
    • Internet Access
    • Terrace
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    This getaway’s name, Maluhia, translates into “Peace” in Hawaiian, and it’s not hard to see why—nestled in the region of Kailua, known for its turquoise waters, and white sandy beaches, you’ll feel relaxed in this tranquil space, it’s one of our top Oahu vacation rentals. The low-key area of Kailua... View all property information
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    Kailua, Oahu 96734
    From
    $95
    / Night
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    1 / 10
    5 of 5 stars (1) Excellent
    Studio, 1 Bathroom, Sleeps 2
    other travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    Amenities & Details
    • Washer
    • Patio
    • DVD Player
    • Linens Provided
    • Dryer
    • TV
    • Wi-Fi
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Enjoy the peace and quiet in this quaint, private cottage. The property offers a queen-size bed, kitchenette, lovely tropical yard and covered lanai with outdoor seating to relax in after a day at the beach. Wash the sand off in the private outside shower. Located only 1-1/2 blocks to famous Kailua... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed January 7, 2015
    Happy we stayed here - Janet was friendly and easy to reach before and during our visit. Wonderful place for our staycation! Quiet neighborhood, comfy bed, clean accommodations...
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    $125
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    1 / 21
    4.5 of 5 stars (7) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4
    other travelers have booked this property
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    Overview Reviews (7)
    Amenities & Details
    • TV
    • Washer
    • Refrigerator
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Dryer
    • Staffed Property
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    We have 2 properties located directly across the street from one another with two 1 bedroom/ 1 bathroom units between the two properties as well as a two spacious studios & 4 private rooms. All our units have their own private entrances and outside sitting areas. Both these properties are centrally... View all property information
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    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed April 2, 2015
    We stayed here during the second half of our trip and it is so much better than staying in Waikiki. The area feels much less busy than Honolulu and is very scenic. The room was...
    5 of 5 stars Reviewed February 13, 2015
    We wanted to avoid the big city feel and crowds of Honolulu so we looked in Kailua. It was perfect. We were minutes from the sites in Honolulu but on the most beautiful beach on...
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    From
    $199
    / Night
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    1 Bedroom, 1 Bathroom, Sleeps 3
    other travelers have booked this property
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Watersports Nearby
    • There Are Tennis...
    • Dryer
    • Wi-Fi
    • Mountain Views
    • Washer
    • TV
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Completely Renovated Cottage in Kailua in very close walking distance to the beach. High Speed Internet with WiFi Access, HD-TV, Oven, Microwave, Toaster, Coffee Maker, Refrigerator, Washer, Dryer, Bathtub. Eastern King Size Bed and additional sleeper couch for another Queen-Size Bed. Our Cottage... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $149
    / Night
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    1 / 12
    5 of 5 stars (3) Excellent
    Studio, 1 Bathroom, Sleeps 5
    other travelers have booked this property
    Overview Reviews (3) Make Inquiry
    Overview Reviews (3)
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Waterfront
    • Private Outdoor...
    • Water Views
    • Mountain Views
    • Private Fishing...
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Spacious Studio with Private Entrance & Bathroom This beautiful studio is located in a quiet neighborhood close to world famous Kailua Beach. Property is on the water with a large swimming pool. The area is surrounded by lush tropical Gardens that offer many private seating areas for morning... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed July 15, 2015
    Very nice place. Our family of 5 stayed there for 4 days and we really enjoyed it. We were all eager to go back to"our Kailua home" between each activity to relax. We felt we...
    5 of 5 stars Reviewed July 8, 2015
    Studio is very nicely decorated and landscaped. We arrived early without letting them know and everything was ready for us. We have 3 teenagers/young adults and we all fit in the...
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    From
    $1,050
    / Night
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    1 / 24
    6 Bedrooms, 5 Bathrooms, Sleeps 12
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Grill
    • Microwave
    • Internet Access
    • DVD Player
    • Satellite TV
    • Dryer
    • Dishwasher
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Seaside is a classic beachfront estate reminiscent of 'Old Hawaii'. Coconut trees abound throughout the spacious lush green lawns. With large open spaces, both inside and out, this home is perfect for big families or family reunions. Seaside sits on Kailua Beach, one of the most beautiful beaches... View all property information
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    Location Information
    Kailua, Oahu
    From
    $225
    / Night
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beautiful Single Family Home is sought after neighborhood in Kailua. 15 minutes walk to the beach, Fully furnished with dishes, linens, kitchenware - everything you need. Accommodates 4-6 Some standout features are -- -- 2270 sq feet of house plus a yard that is about 1800 sq feet. -- beautiful... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $154
    / Night
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    1 Bedroom, 1 Bathroom, Sleeps 3
    other travelers have booked this property
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Refrigerator
    • Grill
    • Shared Outdoor Pool...
    • TV
    • Wi-Fi
    • Air Conditioning
    • Linens Provided
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Hawaii Sheffield House is located only 10 houses to Kailua Beach. The closest beach access is Kaapuni Loop.Sheffield House provides a home away from home for your Kailua Hawaii vacation. The Garden Suite is a ground floor unit. The Garden Suite has free off street parking, free extreme hi... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $199
    / Night
    Payment Protection
    View Details
    1 Bedroom, 1 Bathroom, Sleeps 2
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Terrace
    • Balcony
    • Wi-Fi
    • Secure Parking
    • Towels Provided
    • Linens Provided
    • Private Yard
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Lovely Guest House with lots of upgrades Large Bathroom with paintings of Lanikai Beach California King Bed and 60inch Flat-Screen TV Super Fast High-Speed Internet up to 60MB/s with WiFi Access Full Kitchen with top of the line appliances Washer and Dryer Amazing patio with outdoor... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $220
    / Night
    Payment Protection
    View Details
    1 Bedroom, 1 Bathroom, Sleeps 2
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Dryer
    • Refrigerator
    • Mountain Views
    • Washer
    • Air Conditioning
    • TV
    • Balcony
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Lovely Guest House with lots of upgrades. Large Bathroom with paintings of Lanikai Beach California King Bed with 60inch Flat-Screen TV Fast High Speed Internet up to 60MB/s with WiFi Access Full Kitchen with Top of the line appliances. Washer and Dryer Amazing patio with outdoor furniture to... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $350
    / Night
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    1 / 13
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    other travelers have booked this property
    Overview Reviews (2) Make Inquiry
    Overview Reviews (2)
    Amenities & Details
    • Patio
    • Satellite TV
    • Internet Access
    • Porch
    • Washer
    • Refrigerator
    • Dryer
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This cute quaint cottage is perfect for a vacation! It feels of beach house when you walk into it. With in walking distance to many beach access points along Lanikai beach. Luxury views and surroundings at your fingertips. This very new rental has been renovated and re-decorated for a clean,... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed July 9, 2015
    I enjoyed our stay in Lanikai, the cottage was perfect. The fully stocked kitchen made making tea to cooking a breeze. It was so easy to get to the beach and easy to find hikes...
    5 of 5 stars Reviewed April 9, 2015
    Lanikai cottage is less than 1 block from Lanikai beach, with a fantastically equipped kitchen- toaster, blender, mixer etc . There are ceiling fans in every room. Views are of...
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    Kailua Vacation Rentals

    Kailua's pristine beaches and strong trade winds make it an excellent destination for swimming, sailing, kite-flying, or just relaxing and enjoying the view. If you are planning a trip to Kailua for your next vacation, why not try renting your very own vacation home instead of staying at a hotel? There are cozy rental condos perfect for a romantic beach getaway, luxurious beachfront houses spacious enough for the whole family, and everything in between. With the amazing assortment of vacation rentals in Kailua, there is sure to be a perfect rental for any budget or need. Vacation rentals provide a truly one-of-a-kind experience when traveling to Kailua, with all the privacy and space of your own home away from home.

    A Kailua Vacation

    Kailua Beach Park is one of the major destinations in the area, and has the unique distinction of being two separate and very different beaches divided by a small area. Both Kailua and Lanikai beaches attract swimmers, surfers, and boaters alike due to their soft white sand, beautiful waters, and postcard views of the two islands in the distance. After you hit the beach, how about a shopping trip to Kailua Farmer's Market for some fresh food, or Mu'umu'u Heaven for some unique island wear? Barbie lovers rejoice; Kailua is home to the Hawaii Loves Barbie Dolls Museum, a private collection that is free to check out if you make an appointment in advance. No matter how you decide to spend your time in Kailua, at the end of the day staying at your very own vacation rental will make your trip even more special.

    Family-Friendly Kailua

    From flying kites at the beach to enjoying the Barbie Dolls museum, there is plenty to do in Kailua that children will love. With vacation rentals, it is easy to bring along the entire family without worrying about renting extra hotel rooms. Your rental condo, villa, or beachfront home will have enough space for everyone. For large groups, it is the more comfortable and economical choice, and children will feel more secure knowing they are staying in a place that feels like home.